Sulfuric Acid → HCID 17962933, compound

HRID 557587Notes

Reaction equation

HRID 557587 reaction equation
N([O-])=O.[Na+].[C:5]([N:8]1[C:17]2[C:12](=[CH:13][C:14](N)=[CH:15][CH:16]=2)[C:11]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([CH3:19])[CH2:10][C:9]1([CH3:27])[CH3:26])(=[O:7])[CH3:6].S(=O)(=O)(O)O.[I-:33].[K+]>O.ClCCl>[C:5]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([I:33])=[CH:15][CH:16]=2)[C:11]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([CH3:19])[CH2:10][C:9]1([CH3:27])[CH3:26])(=[O:7])[CH3:6]

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 4875Potassium IodideHCID 28370841-(6-amino-2,2,4-trimethyl-4-phenyl-3,4-dihydroquinolin-1(2H)-yl)ethanoneHCID 23668193Sodium Nitrite

Product 1

HCID 17962933HCID 17962933, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A sodium nitrite solution (31 mg) was added dropwise to a cooled (0° C.) solution of 1-acetyl-6-amino-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline (128 mg) and sulfuric acid (82 mg) in water (2 ml). After stirring at 0° C. for 15 min, a potassium iodide solution (105 mg) was added. After stirring for 18 h, the reaction mixture was poured into dichloromethane. The organic layer was separated and washed with 5% aq. sodium thiosulfate and water, dried (MgSO4) and concentrated in vacuo.

Workup

  1. stirringAfter stirring for 18 h
  2. customThe organic layer was separated
  3. washwashed with 5% aq. sodium thiosulfate and water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b54d379442fb461881db082dcac85f01
Source dataset
uspto-grants-2011_11
Patent number
US08058441B2

Reaction notes

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